IPod Touch wants to connect to iTunes, but iTunes Freezes

Question

So, my iPod Touch is the one before the one with the camera. Can't remember what gen that is supposed to be. Whatever. Anyways, about two years ago with on iTunes update, my iPod totally reformatted or whatever and I lost everything. I had trouble putting everything back onto the iPod. I got so frustrated that I stopped trying and haven't touched it since. Now I'm going on holiday and want music to take for the flights so I decided to give it another shot since there have been quite a few updates since then. I plugged in the iPod, it took a few minutes to charge up since it was absolutely dead before trying to connect. The second that it did, iTunes froze. I tried unplugging it. iTunes instantly worked again. Plugged the iPod back in and it froze. I repeated this multiple times and got the same result. I then went into my iPod settings and cleared all the content. Took over an hour to erase everything. Once it was done, the iPod indicated that it needed to be plugged into iTunes. I plugged it in and BAM, iTunes froze again and the iPod continues to indicate that it wants to connect despite being connected. What do I do?!?!?!? Please help.

Answer 1

I have looked at it, but it didn't solve any of my issues. A while ago I went to the family computer and tried plugging my iPod in there. Magically, it worked right away. iTunes was not freezing and my iPod was recognised. Unfortunately, that computer has no music on it so it didn't help. I returned to my laptop, plugged in my iPod and it worked! I thought my problem was solved, but I was sadly mistaken. From there, I waited 2 hours to transfer all my stuff over. I ejected, and unplugged. I then realised that I'd accidentally forgotten to transfer some of my albums into iTunes itself which I wanted on my iPod. I went to plug my iPod back in and once again it would not recognise. I went back to the family computer, plugged it in and worked without a problem. When I returned to my laptop, once again it would not connect. I cannot figure out what the problem is. I ran an iTunes Diagnostic test. All the tests were passed. I even got the "iPod found" result. The sync test that occured afterwards, however, failed instantly. I tried the Diagnostic test on the family computer. When it came time to do the sync test, a black rectangular box popped up and ran through some stuff (sorry, I'm not very tech savvy). Afterwards, it said the sync test had been passed. This black rectangular box has never appeared on my laptop.
What could this mean?